(S)-4-methyl-N-(1-phenyl-3-(phenylthio)propan-2-yl)benzenesulfonamide | 1190377-99-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-4-methyl-N-(1-phenyl-3-(phenylthio)propan-2-yl)benzenesulfonamide
• 英文别名: 4-methyl-N-[(2S)-1-phenyl-3-phenylsulfanylpropan-2-yl]benzenesulfonamide
• CAS: 1190377-99-1
• 化学式: C₂₂H₂₃NO₂S₂
• 分子量: 397.562
• InChiKey: PKTROVFLNZMYMZ-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  S)-(+)- 2-苄基- 1-（对甲苯磺酰）氮丙啶 、 二苯二硫醚 在 rongalite 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以96%的产率得到(S)-4-methyl-N-(1-phenyl-3-(phenylthio)propan-2-yl)benzenesulfonamide
  参考文献：
  名称：

  One-Pot Synthesis of β-Amino/β-Hydroxy Selenides and Sulfides from Aziridines and Epoxides

  摘要：

  二芳基二硫和二硒化物在与隆伽利特（羟甲基亚磺酸钠）反应时容易发生裂解，生成相应的硫醇盐和硒醇盐物种，这些物质能够选择性地促进氮杂环和环氧化物的开环反应。已开发出一种简单、温和、成本效益高的一锅法操作，用于制备β-氨基和β-羟基硫化物和硒化物。

  DOI：

  10.1055/s-0029-1216960

文献信息

• Mild and selective silicon-mediated access to enantioenriched 1,2-mercaptoamines and β-amino arylchalcogenides
  作者：Damiano Tanini、Cosimo Borgogni、Antonella Capperucci

  DOI：10.1039/c9nj00657e

  日期：——

  Metal-free ring opening reactions of activated and unactivated aziridines with different silyl chalcogenides are described. Judicious tuning of the reaction conditions enables the synthesis of chiral enantioenriched N-Ts and N-Boc 1,2-mercaptoamines in good yields from the corresponding aziridines and bis(trimethylsilyl)sulfide. N-Protected and N-H unactivated aziridines are efficiently converted into

  描述了活化的和未活化的氮丙啶与不同的甲硅烷基硫属元素化物的无金属开环反应。通过适当调节反应条件，可以从相应的氮丙啶和双（三甲基甲硅烷基）硫化物以高收率合成手性对映体富集的N -Ts和N -Boc 1,2-巯基胺。用合适的芳族硫属元素硅烷处理后，N-保护的和N -H未活化的氮丙啶被有效地转化为相应的β-芳族硫属元素胺。硅介导的开环反应以优异的区域选择性和立体特异性进行，从而可以使用各种各样的合成和生物学上有价值的对映体富集的硫属元素胺。
• Direct Synthesis of Functionalized Unsymmetrical β-Sulfonamido Disulfides by Tetrathiomolybdate Mediated Aziridine Ring-Opening Reactions
  作者：Devarajulu Sureshkumar、Venkataraman Ganesh、Ravindran Sasitha Vidyarini、Srinivasan Chandrasekaran

  DOI：10.1021/jo901528e

  日期：2009.10.16

  Direct synthesis of unsymmetrical beta-sulfonamido disulfides by ring-opening of aziridines by using benzyltriethyl-ammonium tetrathiomolybdate 1 as a sulfur transfer reagent in the presence of symmetrical disulfides as thiol equivalents has been reported. Reaction of benzyl and alkyl disulfides gave unsymmetrical beta-sulfonamido disulfides as the only product in very good yields. From the Study, it has been observed that aryl disulfides containing p-NO2, p-Cl, and p-CN led to the formation of the corresponding beta-aminosulfides as the exclusive products. However, un-substituted aryl disulfides and the one containing electron-donating substituents (p-Me) provide a mixture of beta-sulfonamido mono- and disulfides as the products.
• Synthesis of chiral β-chalcogen amine derivatives and Gram-positive bacteria activity
  作者：Josimar Vargas、Senthil Narayanaperumal、Kashif Gul、Bruno B. Ravanello、Luciano Dornelles、Letiere C. Soares、Camilla F.S. Alves、Taiane Schneider、Rodrigo de A. Vaucher、Roberto C.V. Santos、Oscar E.D. Rodrigues

  DOI：10.1016/j.tet.2012.09.049

  日期：2012.12

  Efficient ring opening reaction between aziridines and diphenyl dichalogenides using HCl, Zn degrees in ionic liquid is disclosed, affording chiral beta-chalcogen amines derivatives in good yields under mild reaction condition. The ionic liquid was further reused four times without the loss of its efficiency. The chiral chalcogenoamines showed antimicrobial activity against Gram-positive bacteria strains. (C) 2012 Elsevier Ltd. All rights reserved.